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Silyl terminated prepolymer and composition comprising the same

a prepolymer and prepolymer technology, applied in the direction of chemistry apparatus and processes, other chemical processes, coatings, etc., can solve the problems of blister formation, difficult evaporation of water, and blister formation

Pending Publication Date: 2022-07-21
SOPREMA SA +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The term "liquid composition" refers to a substance that flows under its own weight. This liquid can have a viscosity between 1,000 and 40,000 centipoises, measured at room temperature using a Brookfield viscometer. This viscosity allows for the composition to be applied easily with a roller or brush to create layers of 0.5 to 2 mm thickness in various applications.

Problems solved by technology

However, these products have the drawback of hardening at the surface after application, forming a very thin coating which makes the evaporation of water difficult, thus giving rise to the formation of blisters.
These products cure slowly, especially in cold weather, they are very sensitive to rain before they have totally cured, and they form blisters in summer.
What is more, these products show poor resistance to prolonged immersion in water, and are therefore unsuitable for waterproofing horizontal flat surfaces.
Finally, their mechanical strength is insufficient for use on traffic-bearing surfaces.
Two-component compositions are less practical to apply than one-component compositions as they require special mixing equipment and careful metering of the two components.
Further, the use of solvents generates compositions having the following drawbacks:an unpleasant odor due to the volatile organic compounds,a toxicity that results in specific labeling and specific operating conditions,problems with regard to environmental regulations.
Additionally, the use of inert exogenous plasticizers generates compositions having the following drawbacks:weakening of the mechanical strength,weakening of the adhesion,reduced aging over time,increased water absorption.
Also, polyurethane resins contain residual diisocyanates which are considered as harmful to health and to the environment since they may release free diisocyanate monomers.

Method used

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  • Silyl terminated prepolymer and composition comprising the same
  • Silyl terminated prepolymer and composition comprising the same
  • Silyl terminated prepolymer and composition comprising the same

Examples

Experimental program
Comparison scheme
Effect test

example 1

on of a Silyl Terminated Prepolymer of Formula (I)

[0287]

[0288]CN 9002 (40.2 g, 0.008 mol), (3-mercaptopropyl)methyldimethoxysilane (2.89 g, 0.016 mol) and DBU (25 mg, 1% by mole with respect to SH) were mixed in a reactor under nitrogen atmosphere, without any solvent. The mixture was stirred at 70° C. for 1 hour. The reaction was considered complete when the NMR peaks corresponding to the ethylenic protons «CH2=CH2» of the acrylate disappeared (between 5.8 ppm and 6.5 ppm). The resulting product was a colorless viscous liquid. NMR analysis confirmed that the structure of resulting product corresponded to formula (I).

[0289]NMR−1H: (δ ppm, CDCl3) 0.12-0.20 (6H), 0.70-0.80 (4H), 0.80-1.40 (260H), 2.57 (4H), 2.66 (4H), 2.80 (4H), 2.84-3.00 (4H), 3.20-3.85 (218H), 4.10-5.00 (17H).

example 2

on of a Silyl Terminated Prepolymer of Formula (II)

[0290]

[0291]The prepolymer of formula (II) was obtained according to example 1 by reacting CN 9002 (40.0 g, 0.008 mol) with (3-mercaptopropyl)trimethoxysilane (3.14 g, 0.016 mol) and DBU (30 mg, 1% by mole with respect to SH) at 70° C. for 1 hour. The resulting product was a colorless viscous liquid. NMR analysis confirmed that the structure of resulting product corresponded to formula (II).

[0292]NMR−1H: (δ ppm, CDCl3) 1.00-1.35 (148H), 1.80 (2H), 2.30-2.60 (46H), 2.62-2.76 (18H), 2.82-2.92 (8H), 3.25-3.75 (140H), 4.95-5.15 (8H).

example 3

on of a Silyl Terminated Prepolymer of Formula (III)

[0293]

[0294]wherein w+x+y=40

[0295]SR 307 (40.0 g, 0.018 mol) and [3-(1-piperazinyl)propyl]methyl dimethoxysilane (8.30 g, 0.036 mol) were mixed in a reactor under nitrogen atmosphere, without any catalyst or solvent. The mixture was stirred at 60° C. for 3 hours. The reaction was considered complete when the NMR peaks corresponding to the ethylenic protons «CH2═CH2» of the acrylate disappeared (between 5.8 ppm and 6.5 ppm). The resulting product was a brown viscous liquid. NMR analysis confirmed that the structure of resulting product corresponded to formula (III).

[0296]NMR−1H: (δ ppm, CDCl3) 0.13 (6H), 0.62 (4H), 0.75-1.75 (77H), 1.80-2.30 (77H), 2.35 (4H), 2.40-2.65 (17H), 2.69 (4H), 2.84-3.00 (3H), 3.52 (12H), 4.65-5.20 (51H), 5.25-5.95 (51H).

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Abstract

The invention relates to a silyl terminated prepolymer and to a curable composition containing this prepolymer. These compositions are used to make sealants, coatings or adhesives useful in the field of construction, public works and civil engineering.

Description

TECHNICAL FIELD[0001]The invention relates to a silyl terminated prepolymer and to a curable composition containing said prepolymer. These compositions are used to manufacture sealants, coatings or adhesives useful in the field of construction, public works and civil engineering.BACKGROUND OF THE INVENTION[0002]In public works or construction works, it is necessary to protect structures, generally made of concrete, against any infiltration of water. To do this, sealants or coatings are applied on the structures.[0003]The use of liquid compositions is preferred over prefabricated membranes as they are easier to apply and lead to flexible and continuous membranes that adhere to the structure.[0004]Sealants or coatings can be obtained from acrylic dispersions in aqueous solution which harden on loss of water. However, these products have the drawback of hardening at the surface after application, forming a very thin coating which makes the evaporation of water difficult, thus giving ri...

Claims

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Application Information

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IPC IPC(8): C08G73/06C09J179/04C09D179/04C08K3/26C08K5/12
CPCC08G73/0633C09J179/04C08K2003/265C08K3/26C08K5/12C09D179/04C09K2003/1081C08L79/04C09K3/1006C09K2003/1053C08L33/08C08L33/14
Inventor CLEMENT, BAPTISTEPICHON, PASCALSTUMBE, JEAN-FRANÇOISPERRIN, RÉMIBINDSCHEDLER, PIERRE ETIENNE
Owner SOPREMA SA